{"Abbreviation":["TMPEA"],"Aliases":["Mescalin","3,4,5-Trimethoxyphenethylamine","Mezcaline","2-(3,4,5-Trimethoxyphenyl)ethanamine","3,4,5-Trimethoxybenzeneethanamine","3,4,5-Trimethoxyphenylethylamine","Benzeneethanamine, 3,4,5-trimethoxy-","200-190-7","Trimethoxyphenethylamine","Tmpea","Mezcalin","mescalina","mezcalina","Meskalin","2-(3,4,5-trimethoxy-phenyl)-ethylamine","Mescline","Mezcline","Phenethylamine, 3,4,5-trimethoxy-","2-(3,4,5-Trimethoxyphenyl)ethylamine","Ethane, 1-amino-2-(3,4,5-trimethoxyphenyl)-","M","1-amino-2-(3,4,5-trimethoxyphenyl)ethane","A1AFW","Ncgc00247674-01","3,4,5-trimethoxyphenethyl-amine"],"Boiling Point":"180 °C","CAS":"54-04-6","ChEBI":"CHEBI:28346","ChEMBL":"CHEMBL26687","ChemicalClasses":["3,5-dimethoxyphenethylamine"],"Chirality":"achiral","Classes":["Psychedelic"],"Color/Form":"Crystals. ...  Takes up CO2 from the air and forms crystalline carbonate","DEA no":7381,"EINECS":"200-190-7","Erowid Experience Reports":[{"Author":"abc","Id":"100911","Title":"Milky Way Carousel"},{"Author":"mescal420","Id":"101680","Title":"Seeing With the Third Eye"},{"Author":"donkey","Id":"102612","Title":"Valentines Trip"},{"Author":"ForestDweller","Id":"103872","Title":"Hangin Around the Transitions"},{"Author":"Jay Cee","Id":"103910","Title":"Life Altering? Not So Much"},{"Author":"Sweet Galenas","Id":"107600","Title":"The Sacrament"},{"Author":"nervewing","Id":"110998","Title":"Scavenging for Trainkill"},{"Author":"Blue Zinnia","Id":"112143","Title":"Gorgeous and Mostly Peaceful"},{"Author":"southoftheborder","Id":"112176","Title":"Nice Weather for Mescaline"},{"Author":"Samanthe","Id":"11250","Title":"Left-Handed Sword Wielding w/ Flaming Octopus"},{"Author":"Samanthe","Id":"11253","Title":"The Grinch Who Took Mescaline"},{"Author":"yardbird","Id":"113460","Title":"Double Hoot All-Stars"},{"Author":"Dr. Steve Brule","Id":"113639","Title":"Laser Pointer"},{"Author":"CactusSpactus","Id":"113846","Title":"A Deep Connection to Nature"},{"Author":"Blue Zinnia","Id":"113939","Title":"Bodies of Light"},{"Author":"TrippingArthur","Id":"116295","Title":"Smooth and Physically Very Pleasant"},{"Author":"Jonny","Id":"13544","Title":"18 Hour Trip From One Dose"},{"Author":"Dutch Master","Id":"19448","Title":"Tripping Face"},{"Author":"Scotto","Id":"2051","Title":"Magically Subtle"},{"Author":"Dire Wolf","Id":"31948","Title":"Lost In a Wilderness of Pain"},{"Author":"Daedelus","Id":"36376","Title":"OMFG"},{"Author":"Czar","Id":"42361","Title":"If Looks Could Kill"},{"Author":"Duct Tape Man","Id":"44139","Title":"Mystical Maniacs"},{"Author":"bk","Id":"44558","Title":"Morning After"},{"Author":"kugelrohr","Id":"45753","Title":"Huge Variability in Sensitivity"},{"Author":"Elmaximo","Id":"46010","Title":"Playing with Mescalito"}],"Esters":[],"European Community (EC) Number":"200-190-7","Formating":[],"HMDB ID":"HMDB0254474","HeavyAtomCount":15,"IUPACName":"2-(3,4,5-trimethoxyphenyl)ethanamine","InChI":"InChI=1S/C11H17NO3/c1-13-9-6-8(4-5-12)7-10(14-2)11(9)15-3/h6-7H,4-5,12H2,1-3H3","InChIKey":"RHCSKNNOAZULRK-UHFFFAOYSA-N","MeSH Pharmacological Classification":"Endogenous compounds and drugs that bind to and activate SEROTONIN RECEPTORS. Many serotonin receptor agonists are used as ANTIDEPRESSANTS; ANXIOLYTICS; and in the treatment of MIGRAINE DISORDERS. (See all compounds classified as Serotonin Receptor Agonists.)","Melting Point":"35-36 °C","MolecularFormula":"C\u003csub\u003e11\u003c/sub\u003eH\u003csub\u003e17\u003c/sub\u003eNO\u003csub\u003e3\u003c/sub\u003e","MolecularWeight":"211.26 g/mol","PubChemId":4076,"RefCount":2,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Mescaline","Name":"Mescaline","Sub":false}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/drugs/DB19083","Name":"Mescaline","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/4076","Name":"Mescaline","Sub":false}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL26687","Name":"Mescaline","Sub":false}]},{"Name":"ChEBI","Urls":[{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:28346","Name":"Mescaline","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=54-04-6","Name":"Mescaline","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0254474","Name":"Mescaline","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/C06546","Name":"Mescaline","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/RHO99102VC","Name":"Mescaline","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID80202303","Name":"Mescaline","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 4076, Mescaline. Accessed July 31, 2025. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/4076\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/4076\u003c/a\u003e"],"SMILES":"COC1=CC(=CC(=C1OC)OC)CCN","SaltData":[],"Salts":[],"Solubility":"Moderately soluble in water; soluble in chloroform, benzene. Practically insoluble in ether, petroleum ether.","StereoisomerData":[],"Stereoisomers":[],"Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 102.685 70.557\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#ff0d0d\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h103v71H0z\"/\u003e\u003cg class=\"mol\"\u003e\u003cpath d=\"m14.28.911-.019 11.318M17.527 18.047l9.913 5.746\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"M40.592 16.252 27.44 23.793M40.588 19.065l-10.711 6.141\"/\u003e\u003c/g\u003e\u003cpath d=\"m40.592 16.252 13.198 7.62\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m53.836 39.033-.046-15.161M51.393 37.628l-.037-12.346\"/\u003e\u003c/g\u003e\u003cpath d=\"m53.836 39.033-13.203 7.628\" class=\"bond\"/\u003e\u003cg class=\"bond\"\u003e\u003cpath d=\"m27.435 39.041 13.198 7.62M29.873 37.634l10.759 6.211\"/\u003e\u003c/g\u003e\u003cpath d=\"m27.44 23.793-.005 15.248M27.435 39.041l-9.921 5.726M10.952 44.763l-9.914-5.726M40.633 46.661l.002 11.319M43.911 63.792l9.924 5.727M53.79 23.872l13.187-7.64M66.977 16.232l13.209 7.6M80.186 23.832l10.035-5.813\" class=\"bond\"/\u003e\u003cpath stroke=\"none\" d=\"M16.513 16.148q0 .756-.256 1.327-.256.566-.756.881t-1.244.316q-.756 0-1.262-.316-.506-.315-.756-.887-.244-.571-.244-1.333 0-.75.244-1.31.25-.566.756-.881t1.274-.316q.732 0 1.232.316.5.31.756.875.256.566.256 1.328m-3.863 0q0 .922.387 1.458.393.53 1.22.53.839 0 1.22-.53.387-.536.387-1.458 0-.929-.387-1.453-.381-.524-1.208-.524-.833 0-1.226.524t-.393 1.453M16.494 46.656q0 .756-.256 1.328-.256.565-.756.881-.5.315-1.244.315-.756 0-1.262-.315-.506-.316-.756-.887-.244-.572-.244-1.334 0-.75.244-1.31.25-.565.756-.881.506-.315 1.274-.315.732 0 1.232.315.5.31.756.876.256.565.256 1.327m-3.863 0q0 .923.387 1.459.393.529 1.22.529.84 0 1.221-.529.387-.536.387-1.459 0-.929-.387-1.452-.381-.524-1.209-.524-.833 0-1.226.524-.393.523-.393 1.452M42.895 61.898q0 .756-.256 1.328-.256.565-.757.881-.5.315-1.244.315-.756 0-1.262-.315-.506-.316-.756-.887-.244-.572-.244-1.334 0-.75.244-1.309.25-.566.756-.881t1.274-.316q.732 0 1.232.316.501.309.757.875.256.565.256 1.327m-3.864 0q0 .923.387 1.459.393.53 1.22.53.84 0 1.221-.53.387-.536.387-1.459 0-.929-.387-1.452-.381-.524-1.209-.524-.833 0-1.226.524-.393.523-.393 1.452\" class=\"atom\"/\u003e\u003cg fill=\"#3050f8\" stroke=\"none\" class=\"atom\"\u003e\u003cpath d=\"M95.314 18.642h-.72l-2.62-4.066h-.03l.03.595q.024.358.024.733v2.738h-.566v-4.899h.715l2.607 4.054h.03l-.018-.328-.024-.476q-.006-.262-.006-.482v-2.768h.578zM99.62 18.642h-.619v-2.286h-2.512v2.286h-.613v-4.899h.613v2.071h2.512v-2.071h.619zM102.125 20.131h-1.943v-.3l.771-.778q.222-.222.372-.393.153-.175.232-.339.079-.168.079-.365 0-.243-.147-.368-.143-.128-.371-.128-.215 0-.379.075-.161.075-.329.207l-.193-.243q.172-.146.393-.246.225-.1.508-.1.41 0 .65.207.239.207.239.575 0 .228-.096.432-.093.2-.265.396-.168.197-.393.418l-.614.604v.018h1.486z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m14.261 12.229.009-5.659M17.527 18.047l4.956 2.873M17.514 44.767l4.96-2.863M10.952 44.763 5.995 41.9M40.635 57.98l-.001-5.66M43.911 63.792l4.962 2.864\" class=\"hi\"/\u003e\u003cpath stroke=\"#3050f8\" d=\"m90.221 18.019-5.017 2.906\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Subjective Effects":null,"Title":"Mescaline","UNII":"RHO99102VC","Wikipedia":"Mescaline","XLogP":0.7}